Clueless
Clueless is a classic. In fact, this list wouldn't be complete without this iconic movie. Cher, a popular and perfect high school student, makes over a new student in order to transform her into a popular girl. However, things go wrong when her feelings for her step-brother get in the way. Awkward? This charming film has had us quoting it for years. We still swoon at the ending. We also still wish we were Cher.
[Photo via @katie_stace81]
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